Jessie and Claire take a stroll down memory lane and chat about their childhood crushes. But while they were hopelessly in love, they also became master deflectors of any boys that had crushes on them. They dive deeper into their troubled dating lives with Lily Womble, of Date Brazen. Claire realizes she’s not any less of a woman if she wants a relationship and Jessie figures out what she needs to know before she goes on a date.
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